Structural study of 3,4-dihydropyridones and furo[3,4-b]-2(1H)-pyridones as potential calcium channel modulators

Electrospray ionisation and ion‐trap fragmentation of substituted 3,4‐dihydro‐2(1H)‐pyridin‐2‐ones

“…After crystallisation from ethanol, compounds 1a±i and 2a±i were obtained as crystalline solids in 76±88% yield. 2,3,4,5,-2(1H)-pyridones (3a±c) were obtained by refluxing for 12 h equimolecular amounts of the corresponding 2(1H)-pyridone 1 with N-bromosuccinimide in anhydrous chloroform. The reaction mixture was cooled and the solid precipitated was further purified by recrystallisation from ethanol.…”

“…4 We have recently conducted a structural study based on X-ray analysis and semiempirical (AM1) calculations of 4-aryl-substituted 5-alkoxycarbonyl-6-methyl-3,4-dihydropyridones and hexahydrofuro[3,4-b]-2(1H)-pyridones. 5 These compounds fulfil, from the structural point of view, all the requirements needed for exhibiting pharmacological effects as calcium channel modulators. Very recently, we reported a comparative mass spectrometric study of hexahydroquinolines, bicyclic derivatives of 1,4-dihydropyridine, and their oxo analogues 4H-chromenes, and determined their fragmentation pathways.…”

Synthesis and characterization of a novel series of benzenesulfonylurea and thiourea derivatives of 2H-pyran and 2H-pyridine-2-ones as antibacterial, antimycobacterial and antifungal agents

“…On the other hand, a broad spectrum of pharmacological properties has been ascribed to the structurally-relevant 2-pyridone derivatives. In addition to their pronounced effects on the cardiovascular system as cardiotonic [13,14], calcium channel blocking [15] and tissue factor VII inhibitory agents [16], some pyridones were reported to exhibit potential antimicrobial [17][18][19][20], antitubercular [21,22], antiamoebic [23], antiparasitic [24], antimalarial [25], antifungal and antiviral [26][27][28] activities.…”

Solid‐Phase Synthesis and Structural Study of Substituted 1,4,5,6‐Tetrahydro‐6‐oxopyridine‐3‐carboxylic Acids

“…In connection with our studies on novel calcium channel modulators, we previously described the synthesis in solution and the conformational study of 5-alkoxycarbonyl-6-methyl-3,4-dihydropyridines [18,19] and 5-acetyl-4-aryl-3,4-dihydro-6-methyl-2(1H)pyridones [20]. This strategy involves a multi-component reaction of Meldrums acid, alkyl acetoacetate or acetylacetone and substituted aro-matic aldehydes in the presence of ammonium acetate and acetic acid as solvent.…”